CA2337382A1 - Process for the preparation of an indole derivative - Google Patents
Process for the preparation of an indole derivative Download PDFInfo
- Publication number
- CA2337382A1 CA2337382A1 CA002337382A CA2337382A CA2337382A1 CA 2337382 A1 CA2337382 A1 CA 2337382A1 CA 002337382 A CA002337382 A CA 002337382A CA 2337382 A CA2337382 A CA 2337382A CA 2337382 A1 CA2337382 A1 CA 2337382A1
- Authority
- CA
- Canada
- Prior art keywords
- preparation
- indole derivative
- carboxylate
- idole
- chloropropanol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 150000002475 indoles Chemical class 0.000 title 1
- LAMUXTNQCICZQX-UHFFFAOYSA-N 3-chloropropan-1-ol Chemical compound OCCCCl LAMUXTNQCICZQX-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- SIKJAQJRHWYJAI-UHFFFAOYSA-N benzopyrrole Natural products C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 abstract 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
A process for the preparation of methyl 2-(3-chloropropoxy)-idole-3-carboxylate, which comprises reacting 3-chloro-3-carboxylate indole compound with 3-chloropropanol in the presence of an acid having a pKa of from 0 to 2.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9815481.8 | 1998-07-16 | ||
| GBGB9815481.8A GB9815481D0 (en) | 1998-07-16 | 1998-07-16 | Pharmaceuticals |
| PCT/EP1999/004944 WO2000003984A1 (en) | 1998-07-16 | 1999-07-13 | Process for the preparation of an indole derivate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2337382A1 true CA2337382A1 (en) | 2000-01-27 |
| CA2337382C CA2337382C (en) | 2008-04-08 |
Family
ID=10835640
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002337382A Expired - Fee Related CA2337382C (en) | 1998-07-16 | 1999-07-13 | Process for the preparation of an indole derivative |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP1097136B1 (en) |
| JP (1) | JP3842556B2 (en) |
| AT (1) | ATE252557T1 (en) |
| CA (1) | CA2337382C (en) |
| DE (1) | DE69912282T2 (en) |
| ES (1) | ES2209476T3 (en) |
| GB (1) | GB9815481D0 (en) |
| WO (1) | WO2000003984A1 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0211230D0 (en) | 2002-05-16 | 2002-06-26 | Medinnova Sf | Treatment of heart failure |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CZ290517B6 (en) * | 1996-08-16 | 2002-08-14 | Smithkline Beecham Plc | Process for preparing N-[(1-n-butyl-4-piperidinyl)methyl]-3,4-dihydro-2H[1,3]-oxazino[3,2-a]indole-10-carboxamide or a salt thereof and intermediates for the preparation process |
-
1998
- 1998-07-16 GB GBGB9815481.8A patent/GB9815481D0/en not_active Ceased
-
1999
- 1999-07-13 DE DE69912282T patent/DE69912282T2/en not_active Expired - Lifetime
- 1999-07-13 ES ES99938234T patent/ES2209476T3/en not_active Expired - Lifetime
- 1999-07-13 CA CA002337382A patent/CA2337382C/en not_active Expired - Fee Related
- 1999-07-13 WO PCT/EP1999/004944 patent/WO2000003984A1/en active IP Right Grant
- 1999-07-13 EP EP99938234A patent/EP1097136B1/en not_active Expired - Lifetime
- 1999-07-13 JP JP2000560093A patent/JP3842556B2/en not_active Expired - Fee Related
- 1999-07-13 AT AT99938234T patent/ATE252557T1/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP1097136B1 (en) | 2003-10-22 |
| ATE252557T1 (en) | 2003-11-15 |
| GB9815481D0 (en) | 1998-09-16 |
| EP1097136A1 (en) | 2001-05-09 |
| CA2337382C (en) | 2008-04-08 |
| JP3842556B2 (en) | 2006-11-08 |
| ES2209476T3 (en) | 2004-06-16 |
| DE69912282D1 (en) | 2003-11-27 |
| DE69912282T2 (en) | 2004-07-29 |
| WO2000003984A1 (en) | 2000-01-27 |
| JP2002520392A (en) | 2002-07-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |